Vacation rentals in Midland

4.98 out of 5 average rating, 492 reviews

A bright living area features a comfortable white sofa and a small round table. Large sliding glass doors lead to an outdoor deck surrounded by trees. Natural light fills the space, highlighting the warm wood tones of the flooring and ceiling.

Guesthouse in Ashland

Charming cottage, walk to town.

JulieRating, 5 stars3 weeks ago

There aren’t enough adjectives for how charming Margaret’s cottage is. From the location, to the quality of the cottage, and the little touches that mean so much. Radiant floor in the downstairs bathroom, gorgeous kitchen, and high vaulted ceiling. I felt right at home when I walked through the door. The upstairs loft bedroom with king bed was so comfortable, and the adjacent upstairs 1/2 bath made things very convenient. I felt like I was in a treehouse and slept so peacefully every night. Margaret is always available if you need anything, otherwise the place is completely your own to relax. I will always remember this place as I spent the last week of my work career in her cottage, and the first few days of being retired. This charming Ashland cottage was the perfect place to transition. I look forward to going back! Thank you Margaret for your kindness, hospitality and sharing your home. 🙏

4.97 out of 5 average rating, 381 reviews

A coffee bar showcases a variety of hot beverage options. A French press and electric kettle are positioned next to canisters of organic teas. A basket labeled 'Filters' is visible, along with other coffee-making necessities, providing convenience for guests.

Home in Klamath Falls

Home Away From Home. Come Stay a While

CynthiaRating, 5 stars4 months ago

We loved our stay at Valerie's! It was such a a great location for our family and kids. Valerie was proactive in making sure we had every instruction for the house and offered specific items to make our stay easier with children. We were greatly impressed with how homey the house felt yet still modern with up-to-date kitchen appliances to make making meals easy. Valerie was also friendly in checking in on us and offering help when the weather got icy. Thank you again for a great holiday!

4.81 out of 5 average rating, 120 reviews

The exterior of a two-story green house is displayed, featuring a central entrance door framed by white trim. Colorful red foliage from nearby trees enhances the welcoming atmosphere. A clear blue sky provides a bright backdrop to the well-maintained landscaping.

Home in Ashland

Street Level Flat in great Downtown Location "A"

CherylRating, 5 stars1 week ago

Lovely home, great location, great host. One thing to be aware of is that the home is actually a duplex, with people staying up above you. If you are noise sensitive, the sound of people walking, moving chairs, staying up could bother you. We were fine because we normally use earplugs at night, but just something to be aware of.

5 out of 5 average rating, 118 reviews

The entrance to Willow Tree Ranch is lined with trees, leading toward a spacious blue building set against a clear sky. The driveway is paved and surrounded by fallen leaves, with a fence marking the perimeter.

Ranch in Klamath Falls

Mod. Barndo on Peaceful 100 Acre Ranch w/ Hot Tub

AndreaRating, 5 stars5 days ago

We absolutely loved our stay here! The ranch was a wonderful retreat. It was beautifully appointed and had everything we needed and so much more! I wish we could have stayed longer - that kitchen was phenomenal and would have been great to get more use out of. The decor was homey and well thought out. The bed was incredibly comfortable! Will absolutely stay here again if in town, and would recommend this spot to anyone!

4.96 out of 5 average rating, 189 reviews

A serene lake view features a group of white pelicans gathered on the water's surface, surrounded by lush greenery and rolling hills in the background. The calmness of the scene is enhanced by a clear blue sky dotted with soft, white clouds.

Home in Klamath Falls

Lakeside Living & All Day Bird Watching

IvanRating, 5 stars5 months ago

Met friends from California and Washington in Klamath Falls to ride Spence and Moore, house is 1mile from Moore, and 9 miles from Spence. The house has a great fenced backyard with bbq and propane heater. Great location 1.5 miles from downtown.

4.79 out of 5 average rating, 171 reviews

The calm river is depicted at sunset, reflecting soft hues of orange and pink. A private boat dock is visible in the foreground, while various boats are anchored nearby. The surrounding area includes grassy banks and distant houses framed by gentle hills.

Home in Chiloquin

Williamson River Retreat Near Crater Lake Oregon

VeronicaRating, 5 stars3 weeks ago

Darla’s place was the perfect getaway and very welcoming. We enjoyed dinner in the sunroom facing the river. My whole family enjoyed the place. Not too far of a drive to the south entrance of crater lake. Would highly recommend and stay here again!

4.96 out of 5 average rating, 108 reviews

Home in Prospect

Ripple Rock Ranch Lodge

LauraRating, 5 stars2 weeks ago

We wanted a place to stay that had private areas since it was two couples but also a nice gathering area for the four of us. This was the Perfect Place! The open Kitchen, dining and living area were quite large with comfortable seating for all of us. The deck on the back of the house was perfect for afternoon cocktails while watching the sunset and the river with all the beautiful wildlife. We found that Shady Cove which is only a 20 minute drive had a nice grocery store and several restaurants. The drive to Crater Lake was about an hour and was absolutely spectacular even in the early spring. We also took advantage of fishing while we were there on the river. FYI check with a fly Shop to make sure you have your rig set up correctly because the police do stop and check for fishing license and your Line length. I would absolutely stay here again and it is the perfect place to relax after a day at Crater Lake.

4.97 out of 5 average rating, 115 reviews

A charming cabin is nestled among tall fir and pine trees, with a pathway leading to a welcoming entrance. Soft lighting enhances the inviting facade, while large windows reveal a glimpse of the interior. A kayak is positioned nearby, adding a touch of outdoor adventure.

Cabin in Klamath Falls

A clean, well-appointed cabin in Rocky Point!

LeonardoRating, 5 stars1 month ago

This is the best place me and my family have ever stayed in the cabin was extremely clean which was impressive because they accept pets! Tammy provide everything a cabin should have its cozy comfortable all they above definitely made the stay 100% better

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Midland vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Midland

Guest suite in Klamath Falls

The exterior of a two-story home is showcased, positioned on a hillside surrounded by gently rolling terrain. Nearby trees are visible, and the backdrop features distant hills under a clear sky, indicating a serene and natural setting.

5 out of 5 average rating, 23 reviews

Paradise Found & Breakfast, Too!

KellyRating, 5 stars8 months ago

We had the most dreamy weekend in Klamath! Joys place was absolutely lovely — the views were incredible, the sunroom was the coziest place to enjoy the delicious, complimentary breakfast, and the attention to detail was amazing! Everything from milk for our coffee to a flexible check in, Joy was an absolute joy as a host! I’d absolutely recommend staying here and plan to do so again on our next visit! 5 stars!

4.78 out of 5 average rating, 9 reviews

The kitchen features light wood cabinetry and an island with seating for three. Stainless steel appliances include a stove and oven. A large window allows natural light to fill the space, and a trash can is positioned beside the island.

Home in Klamath Falls

Your home away from home

MichaelRating, 5 stars4 months ago

A nice house, very clean and well appointed. The stocked coffee bar was great. A TV in every room, and the bathrooms stocked with needed items.

4.89 out of 5 average rating, 76 reviews

A charming entrance is framed by a white picket fence, featuring a colorful flower garden filled with blooming red and pink flowers. The blue cottage exterior is highlighted by a vibrant red door, inviting guests to explore the welcoming space.

Cottage in Ashland

Oak Lawn Cottage

DonnaRating, 5 stars4 months ago

Fantastic location, walking distance to Lithia Park, restaurants, theater, shopping, food co-op, etc. The place is squeaky clean and really comfortable. Even though there's just one bathroom, the 2 bedrooms each have a sink and mirror, which was great. Gas fireplace is cozy too. Owners were very friendly and responsive. Highly recommend -- we would stay here again in a heartbeat!

4.8 out of 5 average rating, 41 reviews

A spacious living area features high, wooden beamed ceilings and large windows offering expansive views of the lake. Natural light floods the room, revealing a combination of comfortable seating and decorative furniture, including a piano and a centrally placed table.

Home in Chiloquin

Agency Lake House

DannyRating, 5 stars4 months ago

Brad and Trish were wonderful hosts and very responsive. Brad would often give us fresh eggs! The location was beautiful and peaceful, close to crater lake.

4.89 out of 5 average rating, 9 reviews

Home in Yreka

Spacious 3 bedroom home in Yreka.

ChrisRating, 5 stars1 month ago

Mary place was awesome great neighborhood super quiet great location and Mary was very good to communicate with was a pleasure would definitely stay again if in the area

5 out of 5 average rating, 14 reviews

Home in Ashland

Siskiyou Chateau

JosephRating, 5 stars4 months ago

Beautiful home hosted by Eddie and Crystal that you can tell they truly love and care for. A lot different than some other places that are being used solely as income properties. This hilltop villa has you feeling like a movie star the entire time. The kitchen was amazing, one of the best equipped kitchens in any Airbnb we’ve stayed at. They have a warming drawer to keep your food and plates hot! The home has little touches all over the place that you keep finding days later. The office in the master suite is inspirational with panoramic views. The hot tub was fantastic with amazing jets that covered you entire back. Our entire family loved spending thanksgiving here and Eddie and Crystal were truly welcoming hosts. It was a great time all around for everyone.

Farm stay in Klamath Falls

A rustic cottage is shown with a front porch featuring rocking chairs. The exterior is made of wood, showcasing a natural aesthetic. The surrounding landscape includes open fields and rolling hills, with a gravel pathway leading up to the entrance.

4.85 out of 5 average rating, 124 reviews

Charming Studio Cottage on 52 - acre farm!

MadelineRating, 5 stars2 months ago

A beautiful space surrounded by incredible scenery. Easy to make yourself at home.